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O–I–O halogen bond of halonium ions

Sofia Lindblad, Flóra Boróka Németh, Tamás Földes, Alan Vanderkooy, Imre Pápai, Máté Erdélyi

2020Chemical Communications15 citationsDOIOpen Access PDF

Abstract

The reactivity of halonium ions is conveniently modulated by three-center, four-electron halogen bonds. Such stabilized halonium complexes are valuable reagents for oxidations and halofunctionalization reactions. We report the first example of the stabilization of a halenium ion in a three-center, four-electron halogen bond with two oxygen ligands. The influence of electron density and solvent on the stability of the complexes is assessed. O-I-O halogen bond complexes are applicable as synthetic reagents and as supramolecular synthons.

Topics & Concepts

SynthonChemistryHalogen bondHalogenReagentReactivity (psychology)IonSupramolecular chemistrySolventHalogenationPolymer chemistryPhotochemistryMedicinal chemistryMoleculeStereochemistryPhysical chemistryOrganic chemistryAlkylAlternative medicineMedicinePathologyCrystallography and molecular interactionsFluorine in Organic ChemistryVanadium and Halogenation Chemistry